Location: Winter Haven , 33880
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2025 SAN MARCOS DR SE #29, WINTER HAVEN, FL 33880
$1,300Listed 04/08/2026 3:46PM MLS ID: O6397475
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1984Spa: NoApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Step into this inviting one-bedroom, one-bath apartment in the heart of Winter Haven, where comfort meets convenience. The kitchen is a chef’s delight, featuring elegant white cabinets, sleek granite countertops, and modern appliances including a refrigerator, dishwasher, and an electric water heater. An in-unit washer and dryer add an extra layer of ease to daily living. The living spaces are bright and welcoming, adorned with ceiling fans that keep the air fresh and circulate light throughout the rooms. Plush carpeting in the bedroom and living areas provides warmth and comfort underfoot, while sliding door windows invite natural light and create a seamless connection to the outdoors. A built-in closet offers ample storage, keeping your space organized and clutter-free. Every detail of this apartment has been thoughtfully designed to create a harmonious living environment. Whether you’re cooking a meal in the well-appointed kitchen, relaxing in the cozy living area, or enjoying the ease of modern amenities, this home offers the perfect blend of style and functionality.
Listing is courtesy of: SAFETYNET REALTY (317-603-8743)
Listing Agent: Avihai Sela (317-603-8743)
5320 LAUREL OAK DR, WINTER HAVEN, FL 33880
$1,6501 Day on yellowkey MLS ID: P4938371
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1508 Built: 2008Manufactured Home
Elementary School: John Snively Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
1019 2ND ST SE, WINTER HAVEN, FL 33880
$1,3501 Day on yellowkey MLS ID: K4903395
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1945Community: Edgewood ResubHalf Duplex
Remarks: Charmingly renovated 2 bedroom, 1 bathroom duplex in Downtown Winter Haven! Featuring stylish tile floors throughout, modern kitchen with quartz countertops, stainless appliances and washer dryer hookups. Perfect for urban living with contemporary comforts. Call today to schedule a tour!
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
422 22ND ST SW, WINTER HAVEN, FL 33880
$1,6001 Day on yellowkey MLS ID: L4960848
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1961Community: West Winter Haven RepSingle Family
Elementary School: Inwood Elem
Middle School: Westwood Middle
Remarks: FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-852-5747)
506 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
$1,75022 Days on yellowkey MLS ID: S5145912
REDUCED by $45 (2.5%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 2023Community: Eagle Lndg Ph ISingle Family
Remarks: Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining Room. Ceramic Tile in Wet and Common Areas. Bedrooms are Carpet. Primary Bedroom features large walk-in closet and ensuite Bathroom features walk in shower. Relax on the Back Lanai. Two Car Garage. No Rear Neighbors. Washer and Dryer are convenience only. Lawn Care is Tenant Responsibility. No pets allowed at this time. Convenient to Shopping, Restaurants, and so much more! Don't miss out - Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services.
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)
Listing Agent: Elizabeth Santiago Moyet (321-231-2105)
606 HOLT CIR, WINTER HAVEN, FL 33880
$1,7002 Days on yellowkey MLS ID: P4938363
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1973Community: Jan Phyl VillageSingle Family
Elementary School: Lake Shipp Elem
Remarks: This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added convenience. Step outside and you’ll find one of the property’s biggest highlights: a large fenced-in backyard with room to spread out, garden, host weekend cookouts, or give pets the space they deserve. It’s a manageable home with great energy, solid potential, and a location in Winter Haven that keeps daily errands, dining, and recreation close by. Schedule your tour today!
2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL 33880
$1,2005 Days on yellowkey MLS ID: L4960815
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 2004Community: Park LakeCondo
Remarks: FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!
WINTER HAVEN, FL 33880
$1,79957 Days on yellowkey MLS ID: TB8474920
INCREASED by $50 (2.9%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1718 Built: 2018Community: Squires GroveSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,718 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Cathy Behe (689-244-9559)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,6506 Days on yellowkey MLS ID: L4960800
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1974Apartment
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. ***This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents.*** Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -Pest control
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
2214 Ave B SW SW 2214 AVE B SW, WINTER HAVEN, FL 33880
$1,7756 Days on yellowkey MLS ID: S5146974
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1957Community: Lathers Grove Sub Pb 37 Pg 17Single Family
Elementary School: Wahneta Elem
Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter Haven has to offer, this home is as practical as it is charming.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Sylvain Sara (727-623-5327)
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,9756 Days on yellowkey MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Christopher Gallon, Pa (407-967-9363)
3032 SPIRIT LAKE DR, WINTER HAVEN, FL 33880
$1,79920 Days on yellowkey MLS ID: L4960415
INCREASED by $39 (2.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 1966Community: Spirit Lake SubSingle Family
High School: Lake Region High
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and vanity. Washer and dryer connections available. Updated lighting with LED accients, upgraded electrical outlets with USB jacks. Never go without a phone charger again! LVP flooring throughout home (no carpeting). Large fenced yard with large oak trees perfect for shade. Other upgrades include smart motion activated light swithces to help save on energy costs. Tesla car charger, new energy efficent windows. No HOA! Great location with easy accesss to Polk Parkway and I4. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
2227 9TH ST SE, WINTER HAVEN, FL 33880
$94922 Days on yellowkey MLS ID: L4960324
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1971Apartment
Remarks: Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
2287 AVENUE G NW #Unit B, WINTER HAVEN, FL 33880
$1,29519 Days on yellowkey MLS ID: P4938165
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 908 Built: 1979Apartment
Remarks: Freshly updated and full of charm, this 2-bedroom, 1.5-bath home offers a comfortable layout with stylish modern touches throughout. From the moment you arrive, you’re welcomed by a fully fenced front courtyard — a private entry space that adds both character and functionality, perfect for outdoor seating or a quiet retreat. Inside, the home features a bright and open living space that flows effortlessly into the kitchen and dining area, creating an easy, connected feel for everyday living. The kitchen has been updated with newer appliances and finishes, complementing the clean, refreshed interior. Both bedrooms are generously sized, with the primary bedroom featuring its own private half bath for added convenience. The full bathroom has also been updated, tying in with the home’s overall modern feel. To the rear, a screened-in porch provides an additional space to relax or entertain, overlooking a private backyard. With in-home laundry and a practical layout, this home is designed for both comfort and ease. Located directly across from an elementary school and just a short drive to downtown Winter Haven, you’ll enjoy quick access to shopping, dining, and everyday conveniences. A well-updated home in a convenient location — ready for its next tenant to enjoy.
Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)
Listing Agent: Tricia Hohn (863-207-4774)
2287 NW AVENUE G #Unit C, WINTER HAVEN, FL 33880
$1,19522 Days on yellowkey MLS ID: P4938173
Remarks: Newly updated 2 Bedroom /1 bathroom with private fenced yard. Welcome to this beautifully renovated 2-bedroom, 1.5-bath home offering comfort, convenience, and modern updates throughout. Thoughtfully refreshed from top to bottom, this property features new appliances, updated finishes, and a bright, open-concept living and kitchen area designed for easy everyday living and entertaining. The spacious layout provides two well-sized bedrooms, including a primary suite with its own private half bath for added convenience. The main living area flows seamlessly into the kitchen, creating an inviting space filled with natural light and functionality. Step outside to enjoy the screened-in porch — perfect for relaxing mornings or unwinding in the evening — overlooking a private, fully fenced backyard that offers both security and space to enjoy the outdoors. Additional features include in-home laundry and convenient off-street access. Ideally located directly across from an elementary school and just minutes from downtown Winter Haven, you’ll have easy access to local restaurants, shops, parks, and community events. This move-in-ready home combines modern updates with an unbeatable location — a perfect place to settle in and enjoy all that Winter Haven presents.
3993 WARBLER DR, WINTER HAVEN, FL 33880
$1,85076 Days on yellowkey MLS ID: S5141363
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 2005Community: Queens Cove Ph 04Single Family
Remarks: Lovely 4 bedroom home, conveniently located at the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. This gorgeous home features an elegant ceramic tile flooring, a great open floor plan with 2 spacious living areas, dining room, its' kitchen has plenty of cabinets & counter space, a nice screen lanai room, & a spacious backyard. Applicants must complete the application form for pre-screening, once the landlord review the application and ready to proceed there will be an application fee of $55 for a background screening. All applicants 18 years old and above must complete a background screening, submit proof of Verifiable Income, Proof of Employment, & no history of prior eviction. To schedule a showing, prospective applicants must submit a Valid ID, disclose total household monthly income, move-in date, & disclose the number of occupants. Showing schedules are by appointment only.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880
$2,15063 Days on yellowkey MLS ID: O6379632
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2093 Built: 2009Community: Normandy HeightsSingle Family
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bath single-family home located at 1192 Normandy Heights Cir, Winter Haven, FL 33880, just minutes from Lake Shipp. This spacious residence features fresh interior paint, brand-new tile flooring, and thoughtful updates throughout. The open kitchen flows seamlessly into a formal dining area, making it ideal for entertaining. Enjoy ample space with both a large living room and a separate family room—perfect for gatherings, relaxing, or hosting guests. Step outside to the expansive screened back porch, ideal for outdoor dining and BBQs. The primary suite offers private access to the patio, creating a peaceful retreat. Tenant is responsible for landscaping. This home combines comfort, space, and a prime location—schedule your showing today! Pets Not Allowed Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carissa Lawhun (407-207-2220)
310 FARNOL ST SW #3, WINTER HAVEN, FL 33880
$1,00086 Days on yellowkey MLS ID: P4937509
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 456 Built: 1965Community: Hoffmans & Lake View Add RepApartment
Remarks: Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven.
103 4TH ST SE #B, WINTER HAVEN, FL 33880
$1,20033 Days on yellowkey MLS ID: K4903323
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 507 Built: 1940Community: Denison Heights Estates Rep PtHalf Duplex
Remarks: Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location.
165 OSPREY HEIGHTS DR, WINTER HAVEN, FL 33880
$1,675 MLS ID: P4938155
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 2003Community: Osprey Landings Ph 02Single Family
Remarks: Welcome home to 165 Osprey Heights Drive! This well-maintained 3-bedroom, 2-bath home offers a desirable split floor plan, providing both privacy and functionality. The home features brand-new vinyl flooring in the main living areas and fresh interior paint, giving it a clean, updated feel throughout. The bedrooms are comfortably carpeted, creating a warm and cozy retreat. The kitchen is both cute and functional with plenty of space to cook and gather. Additional highlights include a two-car attached garage for convenient parking and storage, plus a small shed in the backyard for extra space to keep tools, lawn equipment, or outdoor items organized. This home is move-in ready and waiting for its next Tenant. Schedule your showing today!
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
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